Water → Methyl 2-hydroxy-4-(3-trimethylsilanyl-propyloxy)-benzoate

HRID 843279

反応式

HRID 843279 の反応式
[C:1]([O:11][CH3:12])(=[O:10])[C:2]1[C:3](=[CH:5][CH:6]=[C:7]([CH:9]=1)O)[OH:4].[C:13](=[O:16])([O-])[O-].[K+].[K+].ClC[CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24].O>CN(C=O)C>[OH:4][C:3]1[CH:5]=[C:6]([O:16][CH2:13][CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24])[CH:7]=[CH:9][C:2]=1[C:1]([O:11][CH3:12])=[O:10]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 75077Methyl GentisateHCID 75362(3-Chloropropyl)trimethylsilane

生成物 1

HCID 15383569Methyl 2-hydroxy-4-(3-trimethylsilanyl-propyloxy)-benzoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

To a mixture of methyl gentisate (16.8 g, 0.1 mole) and potassium carbonate (15.2 g, 0.11 mole) in 80 ml of DMF in a nitrogen atmosphere at 80° C. is added chloropropyl trimethyl silane (16.6 g, 0.11 mole) drop by drop over a 20-minute period. The mixture is heated to 90° C. for 8 hours. It is cooled and then poured into 200 ml of water. Extraction is performed with diisopropyl ether. The organic phase is washed with water, dried with sodium sulfate, and then concentrated. After silica chromatography of the resulting yellow oil (eluent: Heptane/CH2Cl2 90:10) we obtain 3.3 g of a clean fraction of methyl 2-hydroxy-4-(3-trimethylsilanyl-propyloxy)-benzoate.

後処理

  1. temperatureIt is cooled
  2. extractionExtraction
  3. washThe organic phase is washed with water
  4. dry with materialdried with sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-393dcca4d75a493ea9c6c2ef11dd663b
出典データセット
uspto-grants-2002_04
特許番号
US06376679B2

関連ノート

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